Estudos visando a síntese dos anéis C e D de esteróides

AUTOR(ES)

Carlos Cezar da Silva

DATA DE PUBLICAÇÃO

2005

RESUMO

The total synthesis of natural products still occupies a central position in the field of organic synthesis research, not only for the academic challenges of preparing complex molecules, but also to permitte the developing of new methodologies. The steroids are compounds contain tetracyclic systems bearing an elevated number of asymmetric centers and many functional groups, which lead to complex stereochemistry. The pharmacological and comercial properties of the steroids makes them very important synthetic targets. The total or parcial synthesis of steroids have been used to test new synthetic methodologies. The synthetic strategies described in the literature still utilize a large number of steps and only a few permit the preparation of analogs required for testing biological ativities sistematically. Therefore, the central objective of the present work is the development of new and convergent methodologies for the synthesis of steroid tetracyclic systems using accesible and low cost staring materials. Three general strategies were tested in order provide several intermediates with synthetic potential, including some new compounds. In these strategies 2- phenylthiocyclopent-2-en-1-one and 2-methylcyclopent-2-en-1-one were explored as the main starting materials. Using mild conditions and low cost starting materials, we synthesized several new intermediates with synthetic potential and good steroselectivity on the C/D ring junction of the steroids.

ASSUNTO(S)

produtos naturais síntese orgânica esteróides quimica organica

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